
Journal of Organic Chemistry p. 1611 - 1615 (1988)
Update date:2022-07-29
Topics:
Lam, Lister K. P.
Gair, Iain A.
Jones, J. Bryan
Preparative-scale horse liver alcohol dehydrogenase catalyzed reductions of racemic cis and trans bicyclic O- and S-heterocyclic ketones proceed with high enantiomeric selectivity.The diastereotopic selectivity for the pro-R faces of the carbonyl groups is also very high.The ee's of all but one of the product alcohols are >97percent.The ee's of the recovered ketones are in the 52-60percent range.The results confirm that an ether-oxygen or -sulfur substituent does not alter the enzyme's overall structural specificity or stereospecificity toward its ketone substrates.
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